Men's Casual Winter Pants
112 items
Straight Rotation Chino Pants - Doe A Deer
CA$ 49.99CA$ 24.99
50% Off
Best Seller + Extra 25% Off $100+ at Checkout!
Straight Rotation Chino Pants - Olive
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - Earthen
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - In The Navy
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - Black Jack
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - Panthers 1
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - A Stone'S Throw
CA$ 49.99CA$ 24.99
50% Off
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Straight Rotation Chino Pants - Cinder Smoke
CA$ 49.99CA$ 24.99
50% Off
Clearance: Final sale. No returns or exchanges.
Straight Tech Ultimate 4.0 Chino Pants - Black
CA$ 59.99CA$ 29.99
50% Off
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Straight Tech Ultimate 4.0 Chino Pants - A Stone'S Throw
CA$ 59.99CA$ 29.99
50% Off
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Straight Tech Ultimate 4.0 Chino Pants - Panther
CA$ 59.99CA$ 29.99
50% Off
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Straight Tech Ultimate 4.0 Chino Pants - Doe A Deer
CA$ 59.99CA$ 29.99
50% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Straight Tech Ultimate 4.0 Chino Pants - Classic Navy
CA$ 59.99CA$ 29.99
50% Off
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Flannel Pajama Pants for Men - Navy Stripe
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Black Buffalo Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - White Tartan
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Red Buffalo Check
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Blue Shadow Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Blue Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Navy/Yellow Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Gray Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Green Stripe
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Olive Plaid
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Brown Stripe
CA$ 34.99CA$ 20.99
40% Off
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Straight Five-Pocket Pants - Dark Gray
CA$ 49.99CA$ 29.99
40% Off
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Straight Five-Pocket Pants - Light Khaki
CA$ 49.99CA$ 29.99
40% Off
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Flannel Pajama Pants for Men - Christmas Tree (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Ornaments (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Santa And Reindeer (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Jolly Santa (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Purple Mugs (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Hanukkah (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Penguins (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Dog Party (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Festive Fairisle (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Flannel Pajama Pants for Men - Holiday Stripes (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
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Logo Tapered Jogger Sweatpants - Field Of Greens
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - Red Red Wine
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - Light Gray Heather
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - Emerald Pigment
CA$ 44.99CA$ 18.97
58% Off
Clearance: Final sale. No returns or exchanges.
Logo Tapered Jogger Sweatpants - Black Jack
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - Dark Heather Gray
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - A Stone'S Throw
CA$ 44.99CA$ 26.99
40% Off
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Logo Tapered Jogger Sweatpants - In The Navy
CA$ 44.99CA$ 26.99
40% Off
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Dynamic Fleece 4.0 Joggers - Windchime
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Jet Stream
CA$ 49.99CA$ 22.97
54% Off
Clearance: Final sale. No returns or exchanges.
Dynamic Fleece 4.0 Joggers - Lakeshore
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Oxblood
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Black Jack
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Heavyweight Baggy Jogger Sweatpants - Dusk Navy
CA$ 54.99CA$ 25
55% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Heavyweight Baggy Jogger Sweatpants - Gravel
CA$ 54.99CA$ 25
55% Off
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Heavyweight Baggy Jogger Sweatpants - Heritage Green
CA$ 54.99CA$ 25
55% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Heavyweight Baggy Jogger Sweatpants - Black Jack
CA$ 54.99CA$ 25
55% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Baggy Corduroy Pants - Arctic Depth
CA$ 59.99CA$ 29.99
50% Off
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Baggy Corduroy Pants - Ash Gordon
CA$ 59.99CA$ 29.99
50% Off
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Flannel Pajama Joggers for Men - Navy Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Joggers for Men - Neutral Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Joggers for Men - Red Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Pants for Men - Red Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Pants for Men - Neutral Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Pants for Men - Navy Plaid (Match The Fam!)
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
90's Straight Everyday Flex-Waist Pants - Doe A Deer
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
90's Straight Everyday Flex-Waist Pants - British Khaki
CA$ 49.99CA$ 18.97
62% Off
Clearance: Final sale. No returns or exchanges.
90's Straight Everyday Flex-Waist Pants - In The Navy
CA$ 49.99CA$ 29.99
40% Off
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90's Straight Everyday Flex-Waist Pants - Panther
CA$ 49.99CA$ 29.99
40% Off
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90's Straight Everyday Flex-Waist Pants - Stone Wall
CA$ 49.99CA$ 29.99
40% Off
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Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Parade (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
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Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Plaid (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
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Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Holiday (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
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Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Cookies Party (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Tapered Jogger Sweatpants - Panther
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Tapered Jogger Sweatpants - Black Jack
CA$ 44.99CA$ 26.99
40% Off
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Tapered Jogger Sweatpants - A Stone'S Throw
CA$ 44.99CA$ 42.97
4% Off
Clearance: Final sale. No returns or exchanges.
Tapered Jogger Sweatpants - Moire Navy
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Tapered Pants - Black Jack
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Tapered Pants - Brown Tupelo
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Tapered Pants - Classic Navy
CA$ 49.99CA$ 13.97
72% Off
Clearance: Final sale. No returns or exchanges.
Plaid Flannel Pajama Joggers - Red Buffalo Plaid
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Plaid Flannel Pajama Joggers - Navy/Yellow Plaid
CA$ 34.99CA$ 20.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Tapered Jogger Sweatpants - Brown Heather
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Tapered Jogger Sweatpants - Dark Heather Gray
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Tapered Pants - Panther
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Tapered Pants - Wintry Waters
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Tapered Pants - Classic Navy
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Tapered Pants - Light Heather Gray
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Dynamic Fleece 4.0 Joggers - Gray
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Classic Navy
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Dark Heather Gray
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Blue
CA$ 49.99CA$ 29.99
40% Off
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Dynamic Fleece 4.0 Joggers - Light Heather Gray
CA$ 49.99CA$ 29.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Recharge Fleece Tapered Sweatpants - Wintry Waters
CA$ 54.99CA$ 32.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Recharge Fleece Tapered Sweatpants - Light Heather Gray
CA$ 54.99CA$ 32.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Baggy Jogger Sweatpants - Panther
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Baggy Jogger Sweatpants - Heather Gray
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Baggy Jogger Sweatpants - Antique White Heather
CA$ 44.99CA$ 21.99
51% Off
Clearance: Price as marked.
Rotation Baggy Jogger Sweatpants - Black
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Baggy Rotation Sweatpants - Black Jack
CA$ 44.99CA$ 26.99
40% Off
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Baggy Rotation Sweatpants - Moire Navy
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Baggy Rotation Sweatpants - Panther
CA$ 44.99CA$ 26.99
40% Off
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Baggy Rotation Sweatpants - Light Gray Heather
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Built-In Flex Modern Jogger Pants - A Stone'S Throw
CA$ 49.99CA$ 15.99
68% Off
Clearance: Price as marked.
Bounce Fleece Baggy Sweatpants - Oatmeal Heather
CA$ 54.99CA$ 32.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Bounce Fleece Baggy Sweatpants - Charcoal Heather
CA$ 54.99CA$ 32.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Rotation Jogger Sweatpants - Oatmeal Heather
CA$ 44.99CA$ 26.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Old Navy x Star Wars Printed Flannel Pajama Pants for Men - Star Wars Scene (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Disney© The Nightmare Before Christmas© Flannel Pajama Pants for Men - Jack O' Black (Match The Fam!)
CA$ 39.99CA$ 23.99
40% Off
Hot Deal + Extra 25% Off $100+ at Checkout!
Flannel Pajama Pants for Men - Red Snowflake (Match The Fam)
CA$ 34.99CA$ 16.97
52% Off
Clearance: Price as marked.
112 of 112 items
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MEN'S CASUAL WINTER PANTS
Stay warm and stylish this season with our collection of men's casual winter pants. Designed for comfort and versatility, these pants are perfect for layering or wearing on their own. Crafted from high-quality materials, they provide insulation against the cold while ensuring breathability for all-day wear. Whether you're heading out for a casual outing or lounging at home, our winter pants offer the perfect blend of functionality and style.
Featuring a variety of fits and styles, our men's casual winter pants cater to every taste. From relaxed fits to tapered designs, you'll find options that suit your lifestyle. With practical details like pockets and adjustable waistbands, these pants are as functional as they are fashionable. Explore our selection today and discover the ideal pair to keep you cozy and looking sharp throughout the winter months.